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J.Health Sci., 50(3), 319-322, 2004
Characterization of N-Acetylcysteine Conjugate in
Yellow Urine by Oral Administration of 1,4-Dichloro-2-Nitrobenzene in
Rats
Makoto Ohnishi,* Kazunori Yamazaki, Seigo Yamamoto, and Taijiro Matsushima
Japan Bioassay Research Center, Japan Industrial Safety and
Health Association, 2445 Hirasawa, Hadano-shi, Kanagawa
257-0015, Japan
The color of urine from rats fed
1,4-dichloro-2-nitrobenzene (DCNB) is a clear yellow than that of
urine from control rats. In order to obtain
information on the relationship between the yellow color of
the urine and its constituents, analyses of the
components in the urine from rats fed DCNB were performed
by UV, nuclear overhauser effect (NOE) method of
1H-NMR and liquid chromatography (LC)-MS/MS. The
urine from the rats fed DCNB had absorbance at a wavelength of 383 nm. Characteristic fragment ions
of the N-acetylcysteine conjugates, at
m/z 187, were clearly observed in the fragmentation of the precursor
ions at m/z 317 ([M-H]-) by LC-MS/MS. And position
of the structure was found to be
N-acetyl-S-(4-chloro-3-nitrophenyl)-L-cysteine by NOE method. Consequently, in view of the conformity of the major
constituent (N-acetylcysteine conjugates), when
comparing yellow urine and the metabolite, it is thought that
the metabolite formation is attributable to the longer
wavelength absorbance of the
N-acetyl-S-(4-chloro-3-nitrophenyl)-L-cysteine, as compared to the control urine.
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